{[(1S)-1-{[(1S)-3-methyl-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}pentyl]oxy}phosphonic acid

• ChemBase ID: 2025
• Molecular Formular: C18H28N3O8P
• Molecular Mass: 445.403981
• Monoisotopic Mass: 445.1614015
• SMILES: OP(=O)(O[C@H](C(=O)N[C@@H](CC(C)C)C(=O)Nc1ccc(cc1)[N+](=O)[O-])CCCC)O
• Canonical SMILES: CCCC[C@@H](C(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CC(C)C)OP(=O)(O)O
• InChI: InChI=1S/C18H28N3O8P/c1-4-5-6-16(29-30(26,27)28)18(23)20-15(11-12(2)3)17(22)19-13-7-9-14(10-8-13)21(24)25/h7-10,12,15-16H,4-6,11H2,1-3H3,(H,19,22)(H,20,23)(H2,26,27,28)/t15-,16-/m0/s1
• InChIKey: HARXAJAHMRMERT-HOTGVXAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(1S)-1-{[(1S)-3-methyl-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}pentyl]oxy}phosphonic acid
• IUPAC Traditional name: [(1S)-1-{[(1S)-3-methyl-1-[(4-nitrophenyl)carbamoyl]butyl]carbamoyl}pentyl]oxyphosphonic acid
• Synonyms: (S)-2-(Phosphonoxy)Caproyl-L-Leucyl-P-Nitroanilide

Database IDs

• PubChem SID: 46509038; 160965480
• PubChem CID: 17754079

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4196012
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.49459127
• LogD (pH = 7.4): -0.44525573
• Log P: 2.9081414
• Molar Refractivity: 110.0117 cm^3
• Polarizability: 41.799747 Å^3
• Polar Surface Area: 170.78 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.62
• LOG S: -4.39
• Solubility (Water): 1.81e-02 g/l

DETAILS

DrugBank - DB02276

Drug information: experimental